Cosmetic or dermatological preparations for preventing damages to skin caused by peroxides

ABSTRACT

The invention relates to cosmetic or dermatological preparations that arc characterized by having a content of: a) at least one antioxidant that acts as an 0- or C-radical scavenger, and; b) at least one organic, boron-containing compound that reduces the peroxides or hydroperoxides to the corresponding alcohols without forming active radical subsequent stages.

The invention relates to the use of peroxide decomposers and of acombination of antioxidants and peroxide decomposers which react withperoxides or hydroperoxides, by reduction without the formation of freeradical consecutive stages with the peroxides, more rapidly thancompounds containing sulfur intrinsic to the skin, and to cosmetic anddermatological preparations which comprise these peroxide decomposers.

The human skin is subject to certain aging processes, some of which areto be attributed to intrinsic processes (chronoaging) and some of whichare to be attributed to exogenous factors (environmental, e.g.photoaging). In addition, temporary and also permanent changes in theappearance of the skin can arise, such as acne, greasy or dry skin,keratoses, rosaceae, light-sensitive, inflammatory, erythematous,allergic or autoimmune reactions, such as dermatoses, photodermatosesand others, the exact causes of which and factors which influence themoften only being partly understood.

Exogenous factors include, in particular, sunlight or artificialradiation sources with a comparable spectrum, and compounds which canarise as a result of the radiation, such as undefined reactivephotoproducts, which may also be free radical or ionic. However, thesefactors also include harmful or reactive compounds such as ozone, freeradicals, for example the hydroxyl radical, singlet oxygen and otherreactive oxygen or nitrogen compounds, cigarette smoke, natural andsynthetic toxins, and others which interfere with the natural physiologyor morphology of the skin. The effect of these factors may result interalia in direct damage to the DNA of the skin cells, and to the collagen,elastin or glycosaminoglycan molecules of the extracellular matrix whichare responsible for the firmness of the skin. Moreover, signaltransduction chains may be affected, resulting in the activation ofharmful factors, e.g. matrix-degrading enzymes. Importantrepresentatives of these enzymes are the matrix metalloproteinases(MMPs, e.g. collagenases, gelatinases, stromelysines), the activity ofwhich is additionally regulated by TIMPs (tissue inhibitor of matrixmetalloproteinases).

In addition, the harmful effects lead to damage of the cells of the skinitself. As a consequence thereof, the regeneration ability of the skin,for example, is reduced.

A further consequence may be inflammatory reactions, and, inter alia,immunoregulatory compounds, such as interleukins, prostaglandins andhistamines, are released. As a result, immunocompetent cells areattracted, inter alia, and the inflammatory reaction is intensified.

The consequences of aging are thinning of the skin, weaker meshing ofepidermis and dermis, reduction in cell number and in supplying bloodvessels. The aging processes lead to the formation of fine lines andwrinkles, the skin becomes leathery, yellowish and starts to sag, andpigment disorders arise.

Compounds which have an antioxidative effect are often used indermatological or cosmetic preparations for protecting against decay.Moreover, they can, however, also be used in order to reduce harmful orundesired oxidative processes which occur in human or animal skin. It isknown that such processes play a significant role in skin aging. Theskin is exposed to permanent oxidative stress by the formation ofperoxides and hydroperoxides, some of which originate from the externalenvironment of the skin, but some of which are also formed endogenously.In order to counteract this stress, the skin has a large number of itsown protective mechanisms. These protective mechanisms, however, areinsufficient to prevent oxidative processes in the skin completely. Bycontrast, it is generally assumed that these very oxidative processesmake a significant contribution to skin aging, but also to general orpathological changes in the skin.

In particular, the importance of lipid peroxidation for aging isgenerally recognized. The toxic effect of lipid hydroperoxides and theirdecomposition products has inter alia been described by W. A. Prior (ACSSysup. Ser. (1985), 277, 77-96). For the decomposition of peroxides,hydroperoxides or hydrogen peroxide, various systems have also beendescribed in connection with cosmetics, for example the use ofmetallophosphyrines (JP 3273082), phytic acid zinc salts (JP 08104635),catalase (JP 08175035) and other enzymes (JP 67165553). In addition, JP06345797 discloses the use of cysteine-containing dipeptides for thebleaching of skin, for the prevention of lipid peroxidation and for thedecomposition of lipid peroxides. To aid the endogenous protectivemechanisms, constituents with an antioxidative effect, i.e. effective asO- or C-free radical scavengers, are therefore added to cosmetic anddermatological preparations (e.g. DE 19739349). However, the effectactually achieved has hitherto fallen short of that hoped for. Inparticular, an increase in the added amount of antioxidant does notusually achieve a correspondingly higher antioxidative effect.

It is an object of the present invention to provide active ingredientsfor cosmetic or dermatological preparations with which the antioxidativeeffect can be considerably increased.

It is also an object to provide active ingredients for cosmetic ordermatological preparations which protect the skin against oxidativedamage.

In general, the mechanism of the formation of peroxide or hydroperoxideconforms to the following scheme

While the customary antioxidants are essentially O- or C-free radicalscavengers, it is an object of the invention to prevent skin damage moreefficiently by further measures by intervention in the mechanism of thisscheme additionally at another site. For this, an ionic and reducingattack according to the following scheme was suitable.

It has now been found that the use of a reducing peroxide decomposer hasan excellent effect. In addition, it has been found that the use of acombination of an antioxidant as free radical scavenger and a reducingperoxide decomposer has an excellent synergistic effect. In this case,the peroxide decomposer must be chosen so that it is significantly morereactive in vitro than correspondingly effective sulfur-containingcompounds intrinsic to the skin, such as cystine or cysteine.

In particular, we have found that the object is achieved with cosmeticor dermatological preparations which an effective content of

-   -   a) at least one antioxidant effective as O- or C-free radical        scavenger and    -   b) at least one organic, boron-containing compound which reduces        peroxides or hydroperoxides to the corresponding alcohols        without the formation of active free radical consecutive stages.

The preparations according to the invention are suitable in particularfor avoiding or reducing skin damage by peroxides or hydroperoxidesformed endogenously or exogenously.

The cosmetic or dermatological preparations usually comprise, based onthe finished preparations, 0.001 to 30% by weight, preferably 0.01 to10% by weight and in particular 1 to 5% by weight, of antioxidant (a)and 0.001 to 30% by weight, preferably 0.01 to 10% by weight and inparticular 1 to 5% by weight, of at least one peroxide or hydroperoxidedecomposer (b).

The peroxide or hydroperoxide decomposers (b) have a significantlygreater decomposing (reducing) action than compounds intrinsic to theskin such as cystine or cysteine. Whether certain compounds are suitablefor the use according to the invention can be seen in vitro, forexample, from the fact that, at room temperature, dissolved in a molarconcentration of 0.055 m/l in a polar or nonpolar solvent after storageat 70° C. for 30 minutes, they reduce the peroxide or hydroperoxideconcentration by at least 10%, in particular 20%, preferably 50% and inparticular 90%. The peroxide or hydroperoxide concentration is usually0.5 m/l.

The present invention further provides for the use of organic,boron-containing compounds b), which reduces peroxides or hydroperoxidesto the corresponding alcohols without the formation of active freeradical consecutive stages in cosmetic or dermatological preparations.

The invention further provides for the use of a combination of

-   -   a) at least one antioxidant effective as O- or C-free radical        scavenger and    -   b) at least one organic, boron-containing compound which reduces        peroxides or hydroperoxides to the corresponding alcohols        without the formation of reactive free radical consecutive        stages        in cosmetic or dermatological preparations.

Specifically, suitable boron-containing compounds b) are compounds ofthe formula (I)

in which the variables, independently of one another, have the followingmeanings:

-   -   R¹, R² and R³:    -   hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl, C₃-C₁₀-cycloalkyl,        C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy, C₁-C₂₀-alkoxycarbonyl,        C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl, heteroaryl,        optionally substituted, where the radicals R¹, R² and R³ may be        bridged by ring closure.

Examples of compounds of the formula (I) are:

Diisopropoxymethylborane

Butyldiisopropoxyborane

Dichloromethyldiisopropoxyborane

2-Allyl-4,4,5,5-tetramethyl- 1,2,3-dioxaborolane

2-Phenyl-1,3,2-dioxyborinane

Diethanolamine-(3R)-(+)-tetrahydro- furanyl boronate

1-(1,3,2-dioxaborolan-2-yl)-9- (1-trityl-5-imidazolyl)dibenzofuran

2-(2-M-tolyl-(1,3,6,2)dioxazaboro- can-6-yl)ethanol

2-Phenyl-1,3,2-benzodioxaborole

2,5-Diphenyl-4,6-bis-trichloro- methyl-[1,3,5,2]dioxaphosphaborinane

Diphenyl-(2-phenyl-4H-benzo- [1,3,2]dioxaborinin-4-yl)phosphane

2-Propyl-1,3,2-benzodioxaborole

1,4-Benzenediboronic acid bis(neopen- tyl glycol)cyclic ester

Pyridine-3-boronic acid 1,3-propan- ediol cyclic ester

4,4′-Biphenyldiboronic acid bis(neo- pentyl glycol)cyclic ester

Benzene-boronic acid neopentyl glycol cyclic ester

3,5-Difluorobenzeneboronic acid neo- pentyl glycol cyclic ester

1-Naphthalene boronic acid neopentyl glycol cyclic ester

2,4,6-Trimethylbenzene boronic acid neopentyl glycol cyclic ester

Pyridine-4-boronic acid pinacol cyclic ester

Diisopropyl(bromomethyl) boronate

Pyridine-3-boronic acid methyl ester

3-Aminomethyiphenylboronic acid, pinacol ester

(2-Bromomethylphenyl)boronic acid, pinacol ester

(4-Carboxyphenyl)boronic acid, pinacol ester

2-(4-Bromobutyl)-1,3,2-benzodioxa- borole

2-(3-Thienyl)-1,3,2-benzodioxybo- role

6,6,6B-Trimethyl-2-(3-thienyl)hexa- hydro-3AH-cyclopropa[E][1,3,2]ben-zodioxyborole

4-(4,4,5,5-Tetramethyl-1,3,2-dioxabo- rolan-2-yl)aniline

4′-(4,4,5,5-Tetramethyl-1,3,2-dioxa- borolan-2-yl)acetanilide

2-Methoxy-4-(4,4,5,5-tetramethyl- 1,3,2-dioxyborolan-2-yl)phenol

2,6-Dimethyl-4-(4,4,5,5-tetramethyl- 1,3,2-dioxyborolan-2-yl)phenol

2-(4,4,5,5-Tetramethyl-1,3,2-dioxabo- rolan-2-yl)phenol

3-(4,4,5,5-Tetramethyl-1,3,2-dioxabo- rolan-2-yl)phenol

3-(4,4,5,5-Tetramethyl-1,3,2-dioxabo- rolan-2-yl)phenol

3-Isopropylbenzene acid ethylene gly- col cyclic ester

4-Bromobenzeneboronic acid N-methylbiethanolamine cyclic ester

5-Formyl-4-methylthiophene-2- boronic acid 1,3-propanediol cyclic ester

3-Bromobenzeneboronic acid N-methyldiethanolamine cyclic ester

Furan-2-boronic acid pinacol cyclic ester

(4-Nitrophenyl)boronic acid, pinacol ester

(4-Methoxycarbonylphenyl)boronic acid, pinacol ester

(4-BOC-aminopheny)boronic acid, pinacol ester

(4-CBZ-Aminophenyl)boronic acid, pinacol ester

(2-Nitrophenyl)boronic acid, pinacol ester

(2-Aminophenyl)boronic acid, pinacol ester

(2-Cyanomethylphenyl)boronic acid, pinacol ester

4(4,4,5,5-Tetramethyl-[1,3,2)dioxabo- rolan-2-yl)phenylamine

(3-Cyanomethylphenyl)boronic acid, pinacol ester

(3-Cyanomethylphenyl)boronic acid, pinacol ester

[(2-Methylsulfonyl)aminophenyl]bo- ronic acid, pinacol ester

(2-Acetylaminophenyl)boronic acid, pinacol ester

(4-Phthalimidomethylphenyl)boronic acid, pinacol ester

(4-Phthalimidomethylphenyl)boronic acid, pinacol ester

(3-Acetoxymethylphenyl)boronic acid, pinacol ester

(2-Phthalimidomethylphenyl)boronic acid, pinacol ester

(4-Acetoxymethylphenyl)boronic acid, pinacol ester

1-[cis-1,2-bis(4,4,5,5-Tetramethyl- 1,3,2-dioxaborolan-2-yl)]heptene

4-(4,4,5,5-Tetramethyl-1,3,2-dioxabo- rolan-2-yl)ethyl benzoate

cis-1,2-bis(4,4,5,5-Tetramethyl- 1,3,2-dioxyborolan-2-yl)stilbene

[4-(4,4,5,5-Tetramethyl[1,3,2]dioxa- borolan-2-yl)-phenyl]methanol

[4-(4,4,5,5-Tetramethyl[1,3,2]dioxa- borolan-2-yl)-phenyl]methanol

Also suitable as b) are compounds of the formula (II):

in which R¹ has the meaning given above.

Examples of compounds of the formula (II) are:

Trimethylboroxin

Trimethylboroxin

tris(4-Fluorophenyl)boroxin

2,4,6-tris(5-(Phenylazo)-2- hydroxyphenyl)boroxin

Suitable as b) are compounds of the formula (III):

in which R¹, R² and R³ have the meanings given above.

Examples of compounds of the formula (III) are:

Diethylmethoxyborane

(+)-B-Methoxydiisopino camphylbo- rane

Dibutylborontriflate

Diphenyl-2-aminoethoxyborane

Diphenylborinic anhydride

B-Methoxy 9-borabicyclononane

Trimethylacetic acid, anhydride with diethylborinic acid

9-BBN-Triflate

Dibutylboronic acid ethanolamine ester

Dimesitylborinic acid

2-(10,11-Dihydro-5H-dibenzo[B,F]- borepin-5-yloxy)ethylamine

Suitable as b) are compounds of the formula (IV):

in which R¹ and R² have the meanings given above and R¹ and R² may bebridged by ring closure.

Suitable as b) are compounds of the formula (V):

in which R¹, R², R³ have the meanings given above

-   -   and R⁴ may have the following meanings    -   hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl, C₃-C₁₀-cycloalkyl,        C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy, C₁-C₂₀-alkoxycarbonyl,        C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl, heteroaryl,        optionally substituted, where the radicals R¹, R² and R³ may be        bridged by ring closure

Examples of compounds of the formula (V) are:

(S)-Methyloxazaborolidine

1,4,10,10-Tetramethyl-3-oxa-5-aza- 4-boratricyclo[5.2.1.0(2,6)]decane

Suitable as b) are compounds of the formula (VI):

in which R¹, R² and R³ have the meanings given above. Examples ofcompounds of the formula (VI) are:

2,4,6-Triphenylborazine

2,4,6-Triethylborazine

2,4,6-Triethyl-1-(trimethylsilyl)bora- zine

Suitable as b) are compounds of the formula (VII):

in which R¹, R² and R³ have the meanings given above.

Examples of compounds of the formula VII are:

Triphenylborane

Triphenylborane

Tri-sec-butylborane

Tributylborane

Diethyl(3-pyridyl)borane

Triallylborane

9-(2,4,6-Trimethylphenyl)-9,10-dihy- dro-9-boraanthracene

Tribenzylborane

Tris(2-ethoxy-phenyl)borane, com- pound with hexane-1,6-diamine

Triphenyl-borane, compound with 2-(bis(2-hydroxyethyl)amino)ethanol

Tri-o-tolylborane, compound with N(1),N(1)-dimethylpropane-1,3- diamine

Tri(4-methylphenyl)borane

Tetraphenylphosphonium tetraphenyl- borate

Tris(2-isopropoxyphenyl)borane, com- pound with piperidine

Tris(2-phenyloxyphenyl)borane, com- pound with ammonia

Suitable as b) are compounds of the formula (VIII):

in which the variables, independently of one another, have the followingmeanings:

-   -   R¹, R², R³ and R⁴    -   hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl, C₃-C₁₀-cycloalkyl,        C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy, C₁-C₂₀-alkoxycarbonyl,        C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl, heteroaryl,        optionally substituted, where the radicals R¹, R², R³ and R⁴ may        be bridged by ring closure    -   physiologically compatible cations, such as the alkali metal and        alkaline earth metal salts or such as optionally substituted        ammonium salts.

Examples of compounds of the formula (VIII) are:

Sodium tetrakis(4-fluorophenyl)borate

Sodium(tetraphenyl)borate

Tetrabutylammonium tetraphenylborate

Tetrabutylammonium tetraphenylborate

Lithium tetraphenylborate

Tetrabutylammonium tetrabutylborate

Tetraheptylammonium tetraphenylbo- rate

Suitable as b) are compounds of the formula (IX):

in which the variables, independently of one another, have the followingmeanings:

-   -   R¹, R², R³ and R⁴    -   hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl, C₃-C₁₀-cycloalkyl,        C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy, C₁-C₂₀-alkoxycarbonyl,        C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl, heteroaryl,        optionally substituted,    -   where the radicals R¹, R², R³ may R⁴ be bridged by ring closure

Suitable alkyl radicals R¹ to R⁴ which may be mentioned are ranched orunbranched C₁-C₂₀-alkyl chains, preferably methyl, ethyl, n-propyl,1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl,1,1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl,3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl,1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl,3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl,1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl,3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl,1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl,n-heptyl, n-octyl, 2-ethylhexyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl,n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl,n-octadecyl, n-nonadecyl or n-eicosyl.

Particularly preferred alkyl radicals which may be mentioned are methyl,ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl,1,1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl,3-methylbutyl, 2,2-dimethylpropyl, 2-ethylhexyl.

The alkyl radicals can optionally be substituted by one or more radicalssuch as halogen (e.g. fluorine, chlorine or bromine), cyano, nitro,amino, hydroxyl or heteroatoms such as sulfur, nitrogen or silicon, thefree valences of which may be saturated by hydrogen.

Suitable alkenyl radicals R¹ to R⁴ which may be mentioned are branchedor unbranched C₂-C₁₀-alkenyl chains, preferably vinyl, propenyl,isopropenyl, 1-butenyl, 2-butenyl, 1-pentenyl, 2-pentenyl,2-methyl-1-butenyl, 2-methyl-2-butenyl, 3-methyl-1-butenyl, 1-hexenyl,2-hexenyl, 1-heptenyl, 2-heptenyl, 1-octenyl or 2-octenyl.

The radicals R¹ to R⁴ may be bridged by ring closure.

Cycloalkyl radicals which may be mentioned for R¹ to R⁴ are preferablybranched or unbranched C₃-C₁₀-cycloalkyl chains, such as cyclopropyl,cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclopropyl,1-ethylcyclopropyl, 1-propylcyclopropyl, 1-butylcyclopropyl,1-pentylcyclopropyl, 1-methyl-1-butylcyclopropyl,1,2-dimethylcyclopropyl, 1-methyl-2-ethylcyclopropyl, cyclooctyl,cyclononyl or cyclodecyl.

Cycloalkenyl radicals which may be mentioned for R¹ to R⁴ are preferablybranched or unbranched, C₃-C₁₀-cycloalkenyl chains having one or moredouble bonds, such as cyclopropenyl, cyclobutenyl, cyclopentenyl,cyclopentadienyl, cyclohexenyl, 1,3-cyclohexadienyl,1,4-cyclohexadienyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl,1,5-cyclooctadienyl, cyclooctatetraenyl, cyclononenyl or cyclodecyl.

Particular preference is given to cyclopropyl, cyclopentyl andcyclohexyl. The cycloalkenyl and cycloalkyl radicals can optionally besubstituted by one or more, e.g. 1 to 3, radicals, such as halogen (e.g.fluorine, chlorine or bromine), cyano, nitro, amino, C₁-C₄-alkylamino,C₁-C₄-dialkylamino, hydroxyl, C₁-C₄-alkyl, C₁-C₄-alkoxy or otherradicals, or contain 1 to 3 heteroatoms, such as sulfur, nitrogen,silicon, the free valences of which may be saturated by hydrogen orC₁-C₄-alkyl, or oxygen in the ring.

Suitable alkoxy radicals are those with 1 to 12 carbon atoms, preferablywith 1 to 8 carbon atoms.

Examples which may be mentioned are: methoxy ethoxy isopropoxy n-propoxy1-methylpropoxy n-butoxy n-pentoxy 2-methylpropoxy 3-methylbutoxy1,1-dimethylpropoxy 2,2-dimethylpropoxy hexoxy 1-methyl-1-ethylpropoxyheptoxy octoxy 2-ethylhexoxy

Alkoxycarbonyl radicals are, for example, esters which contain theabovementioned alkoxy radicals or radicals of higher alcohols, e.g. withup to 20 carbon atoms such as iso-C₁₅-alcohol.

Suitable mono- or dialkylamino radicals are those which contain alkylradicals having 1 to 12 carbon atoms, such as, for example, methyl,n-propyl, n-butyl, 2-methylpropyl, 1,1-dimethylpropyl, hexyl, heptyl,2-ethylhexyl, isopropyl, 1-methylpropyl, n-pentyl, 3-methylbutyl,2,2-dimethylpropyl, 1-methyl-1-ethylpropyl and octyl.

Aryl is to be understood as meaning aromatic rings or ring systemshaving 6 to 18 carbon atoms in the ring system, for example phenyl ornaphthyl, which may optionally be substituted by one or more radicals,such as halogen, e.g. fluorine, chlorine or bromine, cyano, nitro,amino, C₁-C₄-alkylamino, C₁-C₄-dialkylamino, hydroxyl, C₁-C₄-alkyl,C₁-C4-alkoxy or other radicals. Preference is given to optionallysubstituted phenyl, methoxyphenyl and naphthyl.

Heteroaryl radicals are advantageously single or fused aromatic ringsystems with one or more heteroaromatic 3- to 7-membered rings.Heteroatoms which may be present are one or more nitrogen, sulfur and/oroxygen atoms in the ring or ring system.

Physiologically compatible cations are the cations of the alkali metaland alkaline earth metal salts or of optionally substituted ammoniumsalts. Examples which may be mentioned are the trialkylammonium salts,such as tri(hydroxyalkyl)ammonium salts or the2-methylpropan-1-ol-2-ammonium salts. Also suitable are ammoniumradicals, in particular alkylammonium radicals.

A choice from the abovementioned compounds is made on the basis of theconditions of skin compatibility or of skin-compatible concentration andthe effectiveness of peroxide or hydroperoxide decomposition. For thispurpose, the compound under consideration is dissolved in a polarsolvent (e.g. acetic acid) or a nonpolar solvent (e.g. toluene) in amolar concentration of 0.055 m/l, and the reaction conversion of aperoxide or hydroperoxide after storage at 70° C. for 30 minutes ismeasured. In this connection, the concentration of the peroxide orhydroperoxide should be decreased by at least 10%, in particular 20%,preferably 50% and in particular 90%. The peroxide or hydroperoxideconcentration is usually 0.5 m/l.

The antioxidants (a) are usually compounds known per se. Theantioxidants are advantageously chosen from the group of carotenoids,carotenes (e.g. α-carotene, β-carotene, lycopene) and derivativesthereof, chlorogenic acid and derivatives thereof, lipoic acid andderivatives thereof (e.g. dihydrolipoic acid), and also (metal)chelating agents, EDTA, EGTA and derivatives thereof, ubiquinone andubiquinol and derivatives thereof, vitamin C and derivatives (e.g.ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate),tocopherols and derivatives (e.g. vitamin E acetate), vitamin A andderivatives (vitamin A palmitate), butylhydroxytoluene,butylhydroxyanisole, and further antioxidants customarily used incosmetic preparations.

The amount of abovementioned antioxidants (a) in the finishedpreparations is, for example, 0.001 to 30% by weight, preferably 0.01 to10% by weight and in particular 1 to 5% by weight.

The cosmetic and dermatological preparations according to the inventionoffer effective protection against

-   -   oxidative processes,    -   processes caused by radiation or reactive compounds.

With regard to their other constituents, the novel cosmetic anddermatological formulations can have the customary composition and beused for the treatment, care and cleansing of the skin in cosmetics. Thecomposition depends here on the effectiveness of the inhibitor, thepenetration properties of the active substance through the StratumCorneum and its ability to form a depot in the skin.

Surprisingly, application according to the invention of the activeingredients or ingredient combination makes possible a cosmeticallyeffective treatment, but also prevention of

-   -   prematurely aged skin (e.g. wrinkles, age spots,        teleangiectases, pigment disorders) and/or prematurely aged skin        appendages    -   radiation-induced skin damage or radiation-induced negative        changes in the skin and/or the skin appendages    -   environmentally induced (ozone, free radicals, singlet oxygen,        reactive oxygen or nitrogen compounds, cigarette smoke, toxins)        skin damage or environmentally induced negative changes in the        skin and/or the skin appendages    -   light-sensitive, inflammatory, erythematous, allergic or        autoimmune reactive changes in the skin and/or the skin        appendages (in particular acne, greasy or dry skin, keratoses,        rosaceae, dermatoses, atopic eczema, seborrhoic eczema,        photodermatoses, polymorphous light dermatosis) deficient,        sensitive or hypoactive states of the skin and/or the skin        appendages    -   itching and    -   dry skin states and horny layer barrier disorders.

For use, the cosmetic and dermatological preparations according to theinvention are applied to the skin (and/or the hair) in a sufficientamount in the manner customary for cosmetics.

For example, the active ingredients according to the invention are usedin cosmetic compositions for the cleansing of the skin, such as barsoaps, toilet soaps, curd soaps, transparent soaps, luxury soaps,deodorizing soaps, cream soaps, baby soaps, skin protection soaps,abrasive soaps, syndets, liquid soaps, pasty soaps, soft soaps, washingpastes, liquid washing, showering and bath preparations, e.g. washinglotions, shower preparations, shower gels, foam baths, cream foam baths,oil baths, bath extracts, scrub preparations, in-situ products, shavingfoams, shaving lotions, shaving creams.

In addition, they are suitable for skin cosmetic preparations, such asW/O or O/W skin and body creams, day and night creams, light protectioncompositions, aftersun products, hand care products, face creams,multiple emulsions, gelees, microemulsions, liposome preparations,niosome preparations, antiwrinkle creams, face oils, lipogels,sportgels, moisturizing creams, bleaching creams, vitamin creams, skinlotions, care lotions, ampoules, aftershave lotions, preshaves,humectant lotions, tanning lotions, cellulite creams, depigmentationcompositions, massage preparations, body powders, face tonics,deodorants, antiperspirants, nose strips, antiacne compositions,repellents and others.

In addition, the active ingredients according to the invention can beused in cosmetic compositions for hair care, such as hair cures, hairlotions, hair rinses, hair emulsions, split-end fluids, neutralizingagents for permanent waves, hot-oil treatment preparations,conditioners, setting lotions, shampoos, hair tints and colorants,hairsprays, blow-waving lotions, blow-waving setting lotions, shinesprays, hair brillantines, hair-styling products, hair tonics, alopeciacare compositions and others.

The cosmetic or dermatological preparations can, depending on the fieldof use, be in the form of a spray (pump spray or aerosol), foam, gel,gel spray, lotion, cream, mousse, ointment, suspensions or powders.

It is also advantageous to administer the active ingredients inencapsulated form, e.g. as cellulose encapsulation, in gelatin, withpolyamides, in niosomes, wax matrices, with cyclodextrins or liposomallyencapsulated.

The preparations according to the invention generally comprise furtherauxiliaries as are customarily used in such preparations, e.g.preservatives, bactericides, perfumes, antifoams, dyes, pigments,thickeners, surface-active substances, emulsifiers, emollients,finishing agents, fats, oils, waxes or other customary constituents, ofa cosmetic or dermatological formulation, such as alcohols, polyols,polymers, foam stabilizers, solubility promoters, electrolytes, organicacids, organic solvents or silicone derivatives.

In addition to said additives, the preparations according to theinvention can comprise further compounds which have an antioxidative,free-radical scavenger, skin moisturizing or moisture-retaining,antierythematous,antiinflammatory or antiallergic action, in order tosupplement or enhance their action. In particular, these compounds canbe chosen from the group of vitamins, plant extracts, alpha- andbeta-hydroxy acids, ceramides, antiinflammatory, antimicrobial orUV-filtering substances, and derivatives thereof and mixtures thereof.

Advantageously, preparations according to the invention can alsocomprise substances which absorb UV radiation in the UV-B and/or UV-Aregion.

The lipid phase is advantageously chosen from the group of substances ofmineral oils, mineral waxes, branched and/or unbranched hydrocarbons andhydrocarbon waxes, triglycerides of saturated and/or unsaturated,branched and/or unbranched C₈-C₂₄-alkanecarboxylic acids; they can bechosen from synthetic, semisynthetic or natural oils, such as olive oil,palm oil, almond oil or mixtures; oils, fats or waxes, esters ofsaturated and/or unsaturated, branched and/or unbranched C₃-C₃₀-alkanecarboxylic acids and saturated and/or unsaturated, branched and/orunbranched C₃-C₃₀-alcohols, from aromatic carboxylic acids and saturatedand/or unsaturated, branched and/or unbranched C₃-C₃₀-alcohols, forexample isopropyl myristate, isopropyl stearate, hexyldecyl stearate,oleyl oleate; and also synthetic, semisynthetic and natural mixtures ofsuch esters, such as jojoba oil, alkyl benzoates or silicone oils, suchas, for example, cyclomethicone, dimethylpolysiloxane,diethylpolysiloxane, octamethylcyclotetrasiloxane and mixtures thereofor dialkyl ethers.

The aqueous phase of the preparations according to the inventionoptionally advantageously comprises alcohols, diols or polyols of lowcarbon number, and ethers thereof, preferably ethanol, isopropanol,propylene glycol, glycerol, ethylene glycol monoethyl ether.

Suitable emulsifiers are preferably known W/O and also O/W emulsifiers,such as polyglycerol esters, sorbitan esters or partially esterifiedglycerides.

Suitable solubility promoters are, in particular, ethoxylated sorbitanesters, ethoxylated lanolin alcohols and ethoxylated castor oil.

Customary native and synthetic thickeners or gel formers in formulationsare crosslinked polyacrylic acids and derivatives thereof,polysaccharides, such as xanthane gum or alginates,carboxymethylcellulose or hydroxycarboxymethylcellulose, hydrocolloidssuch as gum arabic or montmorillonite minerals, such as bentonites orfatty alcohols, polyvinyl alcohol and polyvinylpyrrolidone.

Suitable propellants for aerosols according to the invention are thecustomary propellants, for example propane, butane, pentane and others.

EXAMPLE 1 Measurement of the Peroxide Decomposition

The compounds to be used according to the invention listed in Table 1and 2 were investigated with regard to their peroxide-decomposing actioncompared with cystine and cysteine in accordance with the experimentalarrangement given below.

Description of the experiment:

The following solutions were prepared:

-   -   1. 0.05 molar solution of tert-butyl hydroperoxide in a suitable        solvent    -   2. 0.055 molar solution of the potential hydroperoxide        decomposer in a suitable solvent

A suitable solvent may be toluene −d8 or CD₃COOD.

From these, the measurement solutions were prepared by mixing 350 μl ofsolution 1 and 350 μl of solution 2 in each case; the measurementsolution was introduced immediately into an NMR tube and transferred tothe NMR instrument. The solutions were always prepared and measurementswere always taken at 22° C. Prior to measurement, the solutions werestored in a thermostated bath at 70° C. for 30 minutes. All measurementswere carried out using an INOVA 500 500 MHz NMR spectrometer fromVarian. For each measurement solution a ¹H-NMR spectrum and a 2D-HSQC(¹H/¹³C) spectrum was recorded. tert-Butyl hydroperoxide andtert-butanol each had CH₃-proton signals which were very close together;assignment of the signals to tBuOOH or tBuOH was made by reference tothe 2D-HSQC spectra. The relative proportions of the two components wereascertained by integration of the signal of the corresponding componentsin the ¹H-spectrum or of the cross peaks in the HSQC spectrum (Lit: W.Wilker et al. Magn. Reson. Chem. 31, 287-292 (1993)). CD₃-COODconversion (% t. BuOH) No. Test substance 70° C./30 min 1 Benzeneboronicacid 100  2 Butylboronic acid 55 3 Diisopropoxymethylborane 17 4Phenyldioxaborinane 11 5 Hydrotris(3-phenylpyrazol-1-yl)borate 37 6Trimethylboroxin 17-19

EXAMPLES EXAMPLES OF COSMETIC PREPARATIONS

Example Formulation type Field of use No. O/W emulsion Soft skin lotion 1-13 W/O emulsion Hand protection cream 14-26 Sun care lotion 27-39Multiple emulsion W/O/W emulsion 40-52 Microemulsion Microemulsion 53-65Hydrophilic gel Liposome gel 66-78 Lipophilic gel Blunted oil gel 79-91Oil gel  92-104 Stick formulation Sun care lip protection 105-117 stickAqueous cosmetics Cooling body splash 118-130 Decorative cosmeticsMake-up 131-143 Liquid make-up 144-156 Oils Sun care oil 157-169 Bodycleanser Facial scrub cleanser 170-182 Hair aftertreatment Conditioner183-195 agent rinse-off Hair aftertreatment Hair wax 196-208 agentleave-in Antidandruff hair tonic 209-221 Aerosol Foot deodorant spray222-234 Hairspray 235-247

Formulations 1 to 13—Soft Skin Fluid % w/w Ceteareth-6 and StearylAlcohol 2.50 Ceteareth-25 2.50 Hydrogenated Coco-Glycerides 1.50 PEG-40Dodecyl Glycol Copolymer 3.00 Dimethicone 3.00 Phenethyl Dimethicone2.00 Cyclomethicone 1.00 Cetearyl Octanoate 5.00 Avocado Oil 1.00 SweetAlmond Oil 2.00 Wheat Germ Oil 0.80 Panthenol USP 1.00 Phytantriol 0.20Tocopheryl Acetate 0.30 Propylene Glycol 5.00 Peroxide decomposeraccording to 1.00 Example 1 to 6 Sodium Ascorbyl Phosphate 2.00 Perfumeq.s. Preservative q.s. Aqua ad 100

Formulations 14 to 26—Hand Protection Cream % w/w Cetearyl Alcohol 1.00Glyceryl Stearate 1.50 Stearyl Alcohol 1.50 Cetyl Palmitate 2.00Tocopheryl Acetate 0.50 Dimethicone 8.00 Ceteareth-6 and Stearyl Alcohol3.00 Octyl Methoxycinnamate 5.00 Propylene glycol 8.00 Panthenol 1.00Evening Primrose Oil 3.00 PEG-7 Hydrogenated Castor Oil 6.00 GlycerylOleate 1.00 Phenethyl Dimethicone 3.00 Beeswax 1.50 Locust Bean Gum 0.80Silk powder 0.80 Borax 0.10 Preservative q.s. Perfume q.s. Peroxidedecomposer according to 1.20 Example 1 to 6 Aqua ad 100

Formulations 27 to 39—Sun Care Lotion % w/w PEG-7 Hydrogenated CastorOil 6.00 PEG-40 Hydrogenated Castor Oil 0.50 Isopropyl Palmitate 7.00PEG-45/Dodecyl Glycol Copolymer 2.00 Jojoba Oil 3.00 Magnesium Stearate0.60 Octyl Methoxycinnamate 8.00 C 12-15 Alkyl Benzoate 5.00 TitaniumDioxide 4.00 Propylene Glycol 5.00 EDTA 0.20 Preservative q.s. SodiumAscorbyl Phosphate 1.00 Tocopheryl Acetate 0.50 Peroxide decomposeraccording to 0.05 Example 1 to 6 Perfume q.s. Aqua ad 100

Formulations 40 to 52—Multiple Emulsion % w/w Mineral Oil 7.50 CetearylOctanoate 2.50 Aluminum Stearate 0.25 Magnesium Stearate 0.25Microcrystalline Wax H 0.50 Cetearyl Alcohol 1.00 Lanolin Alcohol 1.50Mineral Alcohol and Lanolin Alcohol 1.50 PEG-7 Hydrogenated Castor Oil0.75 PEG-45/Dodecyl Glycol Copolymer 2.00 Tocopheryl Acetate 3.50Ceteareth-6 and Stearyl Alcohol 2.00 Ceteareth-25 2.00 Trilaureth-4Phosphate 1.00 Hydroxyethylcellulose 0.20 Propylene glycol 7.50Magnesium Sulfate 0.25 Peroxide decomposer according to 2.00 Example 1to 6 Aqua ad 100

Formulations 53 to 65—Microemulsion % w/w Ceteareth-25 13.00 PEG-7Glyceryl Cocoate 20.00 Octyl Dodecanol 5.00 Sodium Ascorbyl Phosphate0.50 Peroxide decomposer according to 0.80 Example 1 to 6 Preservativeq.s. Aqua ad 100

Formulations 66 to 78—Liposome Gel % w/w PEG-40 Hydrogenated Castor Oil1.00 Bisabolol rac. 0.10 Propylene Glycol 8.00 Panthenol 0.50 Water andTocopheryl Acetate and Polysorbate 3.00 80 and Caprylic/CapricTriglyceride and Lecithin Preservative q.s. Perfume q.s. Carbomer 0.50Peroxide decomposer according to 0.80 Example 1 to 6 Triethanolamine0.70 Aqua ad 100

Formulations 79 to 91—Blunted Oil Gel % w/w Silica 5.00 Dimethicone10.00 Cetearyl Octanoate 40.00 Caprylic/Capric Triglyceride 8.00Phenethyl Dimethicone 2.00 Mineral Oil 26.00 Sweet Almond Oil 5.00Tocopheryl Acetate 1.00 Phytantriol 0.30 Peroxide decomposer accordingto 1.50 Example 1 to 6 Tocopherol 0.50 Perfume 0.70

Formulations 92 to 104—Oil Gel % w/w Silica 5.00 Dimethicone 10.00Cetearyl Octanoate 30.00 Isopropyl myristate 5.00 Caprylic/CapricTriglyceride 10.00 Phenethyl Dimethicone 5.00 Mineral Oil 25.70 JojobaOil 5.00 Tocopheryl Acetate 1.00 Phytantriol 0.30 Peroxide decomposeraccording to 1.50 Example 1 to 6 Tocopherol 0.50 Perfume 1.00

Formulations 105 to 117—Sun Care Lip Protection Stick % w/w Beeswax12.00 Hydrogenated Coco Glycerides 5.00 Ricinus Oil 40.00 Isopropylpalmitate 10.00 Mineral Oil 7.50 Candellila Wax 8.00 PhenethylDimethicone 5.00 Tocopheryl Acetate 1.00 Peroxide decomposer accordingto 1.50 Example 1 to 6 Petrolatum 5.00 Benzophenone-3 5.00

Formulations 118 to 130—Cooling Body Splash % w/w PEG-40 HydrogenatedCastor Oil 2.00 Menthyl Lactate 0.20 Alcohol 5.00 PEG-7 Glyceryl Cocoate2.00 Witch Hazel 5.00 Allantoin 0.10 Bisabolol rac. 0.20 Propyleneglycol 5.00 Tocopheryl Acetate 1.00 Sodium Ascorbyl Phosphate 0.20Panthenol USP 0.50 Lactic Acid (80% strength) 0.20 Peroxide decomposeraccording to 2.50 Example 1 to 6 Perfume q.s. Aqua ad 100

Formulations 131 to 143—Make-up % w/w Ceteareth-6 and Stearyl Alcohol9.00 Dimethicone 5.00 Cetearyl Octanoate 8.00 Macadamia Nut Oil 5.00Propylene glycol 5.00 Aqua 53.00 Sicovit White E 171 8.00 Sicomet Brown70 13E 3717 2.00 Tocopheryl Acetate 0.20 Peroxide decomposer accordingto 0.50 Example 1 to 6 Perfume q.s. Benzophenone-3 4.30

Formulations 144 to 156—Fluid make-up % w/w Ceteareth-6 and StearylAlcohol 7.00 Ceteareth-25 5.00 Dimethicone 5.00 Cetearyl Octanoate 8.00Macadamia Nut Oil 5.00 Propylene glycol 5.00 Aqua 53.00 Sicovit White E171 8.00 Sicomet Brown 70 13E 3717 1.00 Tocopheryl Acetate 0.20 Peroxidedecomposer according to 0.50 Example 1 to 6 Perfume q.s. Benzophenone-34.30

Formulations 157 to 169—Sun Care Oil % w/w Cetearyl Octanoate 38.00Caprylic/Capric Triglyceride 28.20 Evening Primrose Oil 3.00 MacadamiaNut Oil 5.00 Isopropyl palmitate 5.00 Dimethicone 3.00 OctylMethoxycinnamate 8.00 Octocrylene 5.00 Benzophenone-3 2.00 TocopherylAcetate 2.00 Phytantriol 0.10 Peroxide decomposer according to 0.50Example 1 to 6 Tocopheryl Acetate 0.20 Perfume q.s.

Formulations 170 to 182—Facial Scrub Cleanser % w/w CocoamidopropylBetaine 5.00 Potassium Coco-Hydrolyzed Animal Protein 7.00 PEG-40Hydrogenated Castor Oil 2.00 Polyquaternium-44 7.70 Tocopheryl Acetate1.00 Bisabolol rac. 0.20 Panthenol 1.00 Perfume 0.50 HydroxyethylCellulose 2.00 Peroxide decomposer according to 1.00 Example 1 to 6Propylene glycol 5.00 Jojoba Wax 3.00 Aqua ad 100

Formulations 183 to 195—Conditioner % w/w Ceteareth-6 and StearylAlcohol 2.00 Ceteareth-25 1.00 Cetearyl Octanoate 6.00 Ceteareth-3 2.00Cetearyl Alcohol 6.00 Phytantriol 1.00 Propylene Glycol 4.00Polyquaternium-11 5.00 Tocopheryl Acetate 1.00 Panthenol 1.00 RetinylAcetate 0.50 Perfume q.s. Peroxide decomposer according to 1.20 Example1 to 6 Preservative q.s. Aqua ad 100

Formulations 196 to 208—Hair Wax % w/w Polyethylene glycol-6 30.00Polyethylene glycol-75 45.00 Paraffinum Liquidum 0.50 PEG-40Hydrogenated Castor Oil 1.00 Glycerol 14.00 Benzophenone-3 2.00Tocopheryl Acetate 1.00 Phytantriol 0.10 Peroxide decomposer accordingto 1.00 Example 1 to 6 Perfume q.s. Aqua ad 100

Formulations 209 to 221—Antidandruff Hair Tonic % w/w Alcohol 45.00 AloeVera (10-fold conc.) 1.00 Panthenol 1.00 Tocopheryl Acetate 0.50 PEG-40Hydrogenated Castor Oil 0.50 Allantoin 0.10 Hydrolyzed Animal Protein1.50 1-(4-Chlorophenoxy)-1-(1H-imidazolyl)-3,3 0.30 dimethyl-2-butanonePerfume 0.10 Peroxide decomposer according to 1.00 Example 1 to 6 Aquaad 100

Formulations 222 to 234—Foot Deodorant Spray % w/w PEG-40 HydrogenatedCastor Oil 0.80 Alcohol 20.00 Farnesol 0.08 Menthyl Lactate 0.06 1,2Propylene glycol 3.20 Benzophenone-4 1.20 PEG-7 Glyceryl Cocoate 0.80Tocopheryl Acetate 0.05 Peroxide decomposer according to 0.01 Example 1to 6 Perfume q.s. Aqua 13.80 Butane 60.00

Formulations 235 to 247—Hairspray % w/w Aminomethyl Propanol 0.40Dimethicone Copolyol 0.03 Alcohol 43.67 Pentane 13.20Acrylates/Acrylamide Copolymer 3.40 Tocopheryl Acetate 1.00 Peroxidedecomposer according to 0.01 Example 1 to 6 Perfume q.s. Butane 2.40Iso-Butane 35.90

1. A cosmetic or dermatological preparation with a content ofcomprising: a) at least one antioxidant effective as O- or C-freeradical scavenger and b) at least one organic, boron-containing compoundwhich reduces peroxides or hydroperoxides to the corresponding alcoholswithout the formation of active free radical consecutive stages, and ischosen from the group consisting of b1) boron-containing compound of theformula (I)

wherein the variables, independently of one another, have the followingmeanings: R¹, R² and R³: hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl,C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy,C₁-C₂₀-alkoxycarbonyl, C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, naphthyl,C₁₈-aryl, aryl, heteroaryl, optionally substituted, where the radicalsR¹, R² and R³ may be bridged by ring closure, b2) boron-containingcompound of the formula (II)

wherein R¹ is hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl, C₃-C₁₀-cycloalkyl,C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy, C₁-C₂₀-alkoxycarbonyl,C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl, heteroaryl, optionallysubstituted, b3) boron-containing compound of the formula (III)

wherein R¹, R² and R³ are hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl,C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy,C₁-C₂₀-alkoxycarbonyl, C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl,heteroaryl, optionally substituted, where the radicals R¹, R² and R³ maybe bridged by ring closure, b4) boron-containing compound of the formula(IV)

wherein R¹ and R² have the meanings under b3) and R¹ and R² may bebridged by ring closure, b5) boron-containing compound of the formula(V)

wherein R¹, R² and R³ have the meanings given under b3) and R⁴ may havethe following meanings hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl,C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy,C₁-C₂₀-alkoxycarbonyl, C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl,heteroaryl, optionally substituted, where the radicals R¹, R², R³ and R⁴may be bridged by ring closure, b6) boron-containing compound of theformula (VI)

wherein R¹, R² and R³ have the meanings given under b3), b7)boron-containing compound of the formula (VII)

wherein R¹, R² and R³ have the meanings given under b3), b8)boron-containing compound of the formula (VIII)

wherein the variables, independently of one another, have the followingmeanings: R¹, R², R³ and R⁴ hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl,C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy,C₁-C₂₀-alkoxycarbonyl, C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl,heteroaryl, optionally substituted, where the radicals R¹, R², R³ and R⁴may be bridged by ring closure, X^(⊕) physiologically compatiblecations, such as the alkali metal and alkaline earth metal salts or suchas optionally substituted ammonium salts, and b9) boron-containingcompound of the formula (IX)

wherein R¹, R², R³ and R⁴ have the meanings given above.
 2. The cosmeticor dermatological preparation as claimed in claim 1, comprising, basedon the finished preparation, 0.001 to 30% by weight of antioxidant (a)and 0.001 to 30% by weight of at least one boron-containing compound(b).
 3. The A cosmetic or dermatological preparation as claimed in claim1, comprising, as peroxide or hydroperoxide decomposer (b), compoundswhich, in vitro at room temperature, dissolved in a molar concentrationof 0.055 m/l in a polar or nonpolar solvent after storage at 70° C. for30 minutes, reduce the peroxide or hydroperoxide concentration by atleast 10%.
 4. The cosmetic or dermatological preparation of claim 1,further comprising one or more auxiliaries.
 5. A method of treating andpreventing skin damage by peroxides or hydroperoxides formed as a resultof endogenous or exogenous factors comprising applying to a skin surfacea cosmetic or dermatological preparation, comprising an organic,boron-containing compounds which reduces peroxides or hydroperoxides tothe corresponding alcohols without the formation of active free radicalconsecutive stages.
 6. A method for the subsequent elimination and/oralleviation of skin damage by peroxides or hydroperoxides, comprisingapplying to a skin surface a cosmetic or dermatological preparation,comprising of an organic, boron-containing compounds which reducesperoxides or hydroperoxides to the corresponding alcohols without theformation of active free radical consecutive stages.
 7. A method oftreating and preventing skin damage by peroxides or hydroperoxidesformed as a result of endogenous or exogenous factors, comprisingapplying to a skin surface a cosmetic or dermatological preparation,comprising a combination of a) at least one antioxidant effective as O-or C-free radical scavenger and b) at least one organic,boron-containing compound which reduces peroxides or hydroperoxides tothe corresponding alcohols without the formation of reactive freeradical consecutive stages, and wherein the boron-containing compound ischosen from the group consisting of b1) boron-containing compound of theformula (I)

wherein the variables, independently of one another, have the followingmeanings: R¹, R² and R³: hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl,C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy,C₁-C₂₀-alkoxycarbonyl, C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl,heteroaryl, optionally substituted, where the radicals R¹, R² and R³ maybe bridged by ring closure, and boron-containing compounds according tothe definitions b2) to b9) as claimed in claim
 1. 8. A method for thesubsequent elimination and/or alleviation of skin damage by peroxides orhydroperoxides, comprising applying to a skin surface, a cosmetic ordermatological preparation, comprising a combination of a) at least oneantioxidant effective as O- or C-free radical scavenger and b) at leastone organic, boron-containing compound which reduces peroxides orhydroperoxides to the corresponding alcohols without the formation ofreactive free radical consecutive stages, where the boron-containingcompound is chosen from the group consisting of b1) boron-containingcompound of the formula (I)

wherein the variables, independently of one another, have the followingmeanings: R¹, R² and R³: hydrogen, C₁-C₂₀-alkyl, C₂-C₁₀-alkenyl,C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkenyl, C₁-C₁₂-alkoxy,C₁-C₂₀-alkoxycarbonyl, C₁-C₁₂-alkylamino, C₁-C₁₂-dialkylamino, aryl,heteroaryl, optionally substituted, where the radicals R¹, R² and R³maybe bridged by ring closure, and boron-containing compounds according tothe definitions b2) to b9) as claimed in claim
 1. 9. The preparation ofclaim 4, wherein 0.001 to 30% by weight of the boron-containing compoundis used.
 10. A cosmetic or dermatological preparation, comprising anorganic, boron-containing compound, which reduces peroxides orhydroperoxides to the corresponding alcohols without the formation ofactive free radical consecutive stages.
 11. The method of claim 5,wherein 0.001 to 30% by weight of the boron-containing compound is used.12. The method of claim 6, wherein 0.001 to 30% by weight of theboron-containing compound is used.
 13. The method of claim 7, wherein0.001 to 30% by weight of the boron-containing compound is used.
 14. Themethod of claim 8, wherein 0.001 to 30% by weight of theboron-containing compound is used.
 15. The preparation of claim 10,wherein 0.001 to 30% by weight of the boron-containing compound is used.